Potassium Hydroxide → HCID 66574476, compound

Participants

Reaction Conditions

Reaction Steps

Potassium hydroxide powder (85% assay, 0.394 g, 0.0060 mol) and N-methyl-N,N-dioctyloctan-1-ammonium chloride (0.02 g) are added to a solution of 1-{4-[5-(2-chlorobiphenyl-4-yl)-[1,2,4]-oxadiazol-3-yl]benzyl}-4-methoxymethylpiperidine-4-carboxylic acid ethyl ester (0.38 g, 0.00069 mol) in N,N′-dimethyl formamide (5 mL). The reaction mixture is stirred at 80° C. temperature for 2 hrs. It is then cooled to room temperature and acidified with 20% aqueous acetic acid solution to pH˜5-6. The precipitated solid is filtered, dried and washed with (2×5 mL) acetone. The solid mass is purified by column chromatography (silica gel 230-400 mesh, methanol:dichloromethane:t-butylamine, 1:8.9:0.1) to give 1-{4-[5-(2-chlorobiphenyl-4-yl)-[1,2,4]-oxadiazol-3-yl]benzyl}-4-methoxymethyl-piperidine-4-carboxylic acid.

Provenance & Evidence